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Table of Functional Group Priorities for


Nomenclature
by James

in Alcohols, Aldehydes, Alkanes, Alkenes, Alkyl Halides, Alkynes, Carboxylic acids, Esters, Functional
Groups, Ketones, Nomenclature

Here’s a little nomenclature dilemma.

Let’s say you’re trying to name a molecule. You’re familiar with the familiar naming suffixes like -ol, -ene, -
ane, -oic acid and so on. But then you come across a molecule which has multiple functional groups.

What do you do? What suffix do you give the molecule?

We need some kind of priority system for nomenclature. And so, IUPAC has developed one. If you have a
molecule with, say, a carboxylic acid and a ketone you consult the table. The functional group with the highest
priority will be the one which gives its suffix to the name of the molecule. So in example #1 above, the suffix
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of the molecule will be “-oic acid” , not “-one”, because carboxylic acids are given higher priority. However, if
a ketone is present with an alcohol (example 3) then we will use the suffix, “-one” because ketones have a
higher priority for nomenclature than alcohols.

[You might ask: what is this based on? It’s an arbitrary agreement by IUPAC [source], although note that there
is some correlation between the oxidation state of the carbon and the priority (more oxidized groups tend to be
higher priority). However this really is an example of something you have to either look up , memorize, or have
a computer do for you. It’s not conceptual. ]

Here it is: Table of Functional Group Priorities For Nomenclature


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Here are some examples of applying the order of functional group priorities to solve nomenclature problems.
The highest ranked functional group becomes the suffix – it’s highlighted in red.

This covers most of the functional groups you’ll meet in Org1/Org2, if you run into a thioketone or some other
bizarre entity, you’ll probably want to see Reusch or Wikipedia.

 
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Tagged as: alcohols, esters, functional groups, nomenclature, priorities

{ 65 comments… read them below or add one }

abhi

Animation makes it all the more interesting !

Reply

deepak

thanks.

Reply

IP

I think ether should be right after amines and alkane after nitro? some other website seem to say that,
which one is correct?

Reply

james

With amines, the suffix “ine” is used, but when nitro groups or ethers are present, the alkane suffix
is used: http://www.acdlabs.com/iupac/nomenclature/93/r93_322.htm

Reply

Brajesh

According to my view friend your thought is wrong because you should know that we write fg as
prefix only when it has less priority and you can not use alkane as prefix. nitro group always
remains in the form of prefix and ether vice versa. So fg having high priority is used in the form of
suffix. Ether is not used as suffix so it has less priority than alkane. It will be after alkane and not
after amine.

Reply

christopher unyime ebong

i think alkyne should come before alkene: it should be alkyne-alkene-alkane, decreasing unsaturation and
increasing saturation…
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James Ashenhurst

Alkene does go first over alkyne, but I believe it is due to the alphanumeric priority of -ene over -
yne and not based on the extent of saturation:
http://www.chem.ucalgary.ca/courses/350/Carey5th/useful/nomen.html

Reply

Ptachia Bar-On

If Halogens have higher perioity than Nitro why the Nitro group is written after the Bromine

Reply

James Ashenhurst

It’s just due to alphabetization. For example we would number 2-bromo 3-nitro butane based on
the fact that bromine is higher up in (our) alphabet than nitro.

Reply

Anagha

So does that apply to all the functional groups, in all cases?

Reply

Carpe Diem

It (alphabetization) only applies to substituents.

Reply

Birupakshya Singh

can anyone plz say what is d criteria for this table.????..

Reply

James Ashenhurst

IUPAC.

Reply

Birupakshya Singh
well…but can u plz suggest me what r the criterias which IUPAC have applied???
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Reply

James

I believe it is at least partially based on oxidation state, with higher oxidation state
having higher priority. But that doesn’t explain why alkenes are higher priority than
alkynes. Nomenclature is a human convention.

Reply

Rani

please give some example where carboxylic acid act as prefix .Will sulphonic acid be given more priority
than carboxylic acid?

Reply

Ritu

Can you please give example where carboxylic acid prefix ‘carboxy’ is used in nomenclature?

Reply

Ankit

Can u please name this compound HOOC-CH²-CH²-CH²-CH(CH²-CH²-COOH)-CH²-CH²-


CH²-COOH and HOOC-CH²-CH²-SO³H

Reply

Laurentiu

Carboxy may be used when one of the chains attached to the root carboxylic acid also has
the carboxylic acid functional group. E.g. 4-(Carboxymethylene)-2,5-heptadienedioic acid.

Reply

Bj

No because COOH is top on priority table

Reply

Govind Pradeep

Why does alkyne have more priority ovr alkene? Because i have seen compounds where the least no: is
given to alkynes ie., they hav been given most priority ovr alkene..for example, 6-chloro-4-ethyl-5-
methylhept-5-en-1-yne
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Reply

Rich

The yne might have been given priority in this case because the parent chain could be numbered in
such a way to make one of the unsaturations C1, and it happened to be the yne and not the ene.

Reply

Rich

Tie goes to the ene, but this might not have been a tie.

Reply

Rich

Since ethers are “substituent-only” (named only by prefix), are peroxides prefix-only as well? What
about epoxides? (I think that’s a little less clear, eg. oxirane.)

How would a peroxyacid RC(=O)OOH (“peracid”) or a perester RC(=O)OOR’ be handled?

I’m guessing a carbonate ROC(=O)OR’ takes priority over an ester RC(=O)OR’ ?

Reply

s.brar

where would the halogens be in this table?

Reply

Dave

under the alkyl halide section, 2nd to last priority just above nitro.

Reply

Mandeep Verma

Halogens come down at the rock botoom. They are not used as suffixes. Only Prefixes

Reply

Blank

Other websites show ethers as having higher priority than alkenes


http://www.chem.ucalgary.ca/courses/351/orgnom/functional/func.html
http://academics.keene.edu/rblatchly/OrgoCommon/hand/functgrps/Nomenclature.html
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Reply

Patrick

I agree, I think that ethers should be higher priority than alkanes. In the case of CH3OCH2CH3Ito
should be named as ethyl methyl ether.

Reply

Survivor

Thanks a lot! That really helped! :)

Reply

addy

i have a doubt.suppose there’s a compound containing both alkene and alkyne functional groups. what
gets higher preference?

Reply

James

Alkene, according to IUPAC.

Reply

Mayette

If the carbon chain contains both the double and triple bond and they are both on the terminal
carbons, then prioritization is given to the double bond. But if both double and triple bond are not
on the terminal carbons, prioritization is given to the triple bond. These are called enynes.

Reply

kashish

Hey, in the 2nd example why do they use both the siffix and the prefix of nitromethane?

Reply

James

The alkane (” -ane “) has a higher priority than the nitro group, so the nitro group will not be used
to a suffix.
Reply
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n.rohitvarma

Respected sir,
I have a doubt which may be small for you , but it brings more confusion if sulphonic acid and
carboxylic acid are given which should be given priority first sir . sir please answer me and please give
me a explanation.
Thanking you sir!

Reply

James

Carboxylic acid, according to this: http://www.acdlabs.com/iupac/nomenclature/79/r79_905.htm


and this http://www.acdlabs.com/iupac/nomenclature/79/r79_469.htm

Reply

n.rohitvarma

thanks a lot for reply but can you please explain In words

Reply

Zoose

Can someone PLEASE suggest a mnemonic to learn this table?

Reply

ADITYA SINGH CHAUHAN

I should give prioirity to br or alcohol

Reply

James

Alcohol, like it says in the table.

Reply

ajinkya

add carbonitrile with nitrile

Reply
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Rhythm

Why NO2 is not taken as principal functional group , since the compound which is more withdrawing is
considered to be as more powerful functional group!! So why is it so????

Reply

ajay

in that case even halides are in the bottom

Reply

John

Very informative and well organised….


However it would be awesome if sulphonic acid and anhydrides could be added too :D
They’re pretty superior
Thanx though, this saved me a ton of time

Reply

shiva ram

where does benzene stand in priority table?


is it above bromine?

Reply

Ramya

If multi functional groups are there in a compound, for which 1 we should give priority?

Reply

James

That is the whole point of this priority table.

Reply

Loong

The so-called “Table of Functional Group Priorities For Nomenclature” can be misleading. It is not in
accordance with past (1979, 1993) or present (2013) IUPAC recommendations.

Reply
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James

In what way? Can you be more specific?


For example, in what way is the table not in accordance with the listing here:
http://www.acdlabs.com/iupac/nomenclature/93/r93_326.htm
and of the groups which are only prefixes
http://www.acdlabs.com/iupac/nomenclature/93/r93_322.htm

Reply

Deep

Is the above given priority table authentic??

Reply

James

See http://www.acdlabs.com/iupac/nomenclature/93/r93_326.htm and


http://www.acdlabs.com/iupac/nomenclature/93/r93_317.htm

This table agrees with information on those pages, from IUPAC’s “Blue Book”.

Reply

ashna

Out of Sulphonic acid and carboxylic acid which would be given more priority?? Please tell the
answer…i m little confused

Reply

James

Carboxylic acids. http://www.acdlabs.com/iupac/nomenclature/93/r93_326.htm

Reply

Prachi Modanwal

Carboxylic acid would be given more priority

Reply

Raj

Where so3h must be placed

Reply
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James

Just below carboxylic acids. See http://www.acdlabs.com/iupac/nomenclature/93/r93_326.htm

Reply

Roge0140

This is for a true or false question:

“Butanal” is another name for isobutanol.


~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~
I am almost 100% certain this is false, but I just want to be sure that there is no way, or possible
arrangement of the alcohol group (-OH) that can occur that would result in it being possible to name it
like a aldehyde right?

Reply

James

It is false.

Reply

Prachi Modanwal

I think that the priority order of functional group is this :


1. -COOH
2. -SO3H
3. -COOR
4. -COX
5. -CONH2
6. -CN
7. -CHO
8. =C=O
9. -OH
10. -NH2
11. =C=C=
12. -C-=C-

Reply

Tusharsinh

where is – X in order

Reply

James

X stands for a halide group.


Reply
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Deepak rai

I think it is good to provide this type of chart to the student because this help them in their study
So Thanks!!!

Reply

Melissa

Where do epoxides fit into this list? Are they considered a substituant or a functional group?

Reply

Parag Goswami

In the ease of open chain compounds the secondary prefix is added just before the root word in the
alphabetical order. why is it so?

Reply

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Oxidative Cleavage
Paped
Pi Donation
Pointers on Free Radical Reactions
Protecting Groups
Protecting Groups
Proton Transfer
Putting it together (1)
Putting it together (2)
Putting it together (3)
Putting the Newman into ACTION
Reaction Maps
Rearrangements
Recognizing Endo and Exo
Redraw / Modify
Return of The SN2
Robinson Annulation
Robinson Annulation Mech
Second Most Important Reactions of Alkynes: Lindlar – Na/NH3
Sigma and Pi Bonding
SN1 vs SN2
sn1/sn2 – Putting It Together
sn1/sn2/e1/e2 – Exceptions
sn1/sn2/e1/e2 – Nucleophile
sn1/sn2/e1/e2 – Solvent
sn1/sn2/e1/e2 – Substrate
sn1/sn2/e1/e2 – Temperature
Stereochemistry
Strong Acid Strong Base
Strong And Weak Oxidants
Strong and Weak Reductants
Stronger Donor Wins
Substitution
Sugars (2)
Synthesis (1) – “What’s Different?”
Synthesis (2) – What Reactions?
Synthesis (3) – Figuring Out The Order
Synthesis Part 1
Synthesis Study Buddy
Synthesis: Walkthrough of A Sample Problem
Synthesis: Working Backwards
t-butyl
Tautomerism
The Awesomeness Of The SN2
The Claisen Condensation
The E1 Reaction
The Inflection Point
The Meso Trap
The Michael Reaction
The Nucleophile Adds Twice (to the ester)
The One-Sentence Summary Of Chemistry
The Second Most Important Carbonyl Mechanism
The Single Swap Rule
Organic chemistry exam coming up? Check out our  "cheat sheets" ! 
The SN1 Reaction
The SN2 Reaction
The Wittig Reaction
Three Exam Tips
Tips On Building Molecular Orbitals
Top 10 Skills
Try The Acid-Base Reaction First
Two Key Reactions of Enolates
Welcome
What makes a good leaving group?
What Makes A Good Nucleophile?
What to expect in Org 2
Work Backwards
Zaitsev’s Rule
Tuesday Oct 22 Acid Base Webinar at 9pm EST
Videos
A Simple Trick For Determining R/S
Applying E2 Reactions with Newman Projections
Bond Rotations: Exercise 1
Bond Rotations: Exercise 2
Bond Rotations: Exercise 3
Bond Rotations: Exercise 4
Bond Rotations: Exercise 5
Bond Rotations: The “Steering Wheel” Analogy
Bronsted and Lewis Acidity
Bulky Bases in Elimination Reactions
Carbocation Stability
Comparing E1 and E2 Mechanisms
Comparing E1 and E2 Stereochemistry
Comparing the E1 and SN1
Comparing the SN1 and SN2
Converting a Fischer Projection To A Line Diagram
Converting a Line Diagram to a Fischer Projection
Converting a Newman Projection to a Line Diagram
Curved Arrows
Determining R/S on a Fischer Projection
E1 with Rearrangement
E1 With Rearrangement (2)
Elimination Exercise: Zaitsev’s Rule
Elimination Reactions in Cyclohexanes
Elimination Reactions in Cyclohexanes (2)
Evaluating Resonance Forms (1) Charges
Evaluating Resonance Forms (2) Octets
Evaluating Resonance Forms (3) Negative Charge
Evaluating Resonance Forms (4) Positive Charge
Evaluating Resonance Forms (5) Aromaticity
Exercise: Condensed Formula (1)
Exercise: Condensed Formula (2)
Factors that affect acidity – Aromaticity
Factors That Affect Acidity (1) Charge Density
Factors That Affect Acidity (2) Electronegativity
Factors That Affect Acidity (3) Polarizability
Factors That Affect Acidity (4) Electron Withdrawing Groups
Factors That Affect Acidity (4) Resonance
Factors That Affect Acidity (6) – Orbitals
Formal Charge (1) – Atomic Charge
Formal Charge (2) – Introduction to Formal Charge
Formal Charge Exercise: Allyl Carbocation
Formal Charge Exercise: CH2N2
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Formal Charge Exercise: CH3NO2
Formal Charge Exercise: CN
Formal Charge Exercise: CO3
Formal Charge Exercise: Hidden Hydrogens
Formal Charge Exercise: Hidden Lone Pairs
Formal Charge Exercise: N3
Formal Charge Exercise: NH4
Formal Charge Exercise: O3
Formal Charge Exercise: Radicals and Carbenes
Hidden Hydrogens
How Formal Charge Can Mislead
How Heat Affects Elimination Reactions
How to draw an enantiomer
How To Use A pKa Table
In Summary: Resonance
Introduction to Elimination
Introduction to pKa
Introduction to Rearrangements
Introduction to Resonance
Introduction to the E2 Reaction
Introduction to the SN1: Experiments
Introduction to the SN2: Experiments
Key Patterns in Formal Charge
Line Drawings
Making OH Into A Good Leaving Group
Rearrangement Reactions: Alkyl Shifts
Rearrangement: Hydride Shift
Rearrangements: Carbocation Stability
Resonance – Common Mistakes (1)
Resonance – Common mistakes (2)
SN1 Exercise: The Substrate
SN1 Reaction Energy Diagram
SN1 vs. SN2 Overview
SN1 With Alkyl Shift (1)
SN1 With Alkyl Shift (2)
SN1 With Hydride Shift
SN1: Applying the SN1 Reaction
SN1/SN2/E1/E2 – Substrate
SN1/SN2/E1/E2 Decision – Overview
SN1/SN2/E1/E2 Decision – Solvent
SN1/SN2/E1/E2 Decision – Temperature
SN1/SN2/E1/E2 Decision – The Nucleophile/Base
SN2 Exercise: Apply the SN2
SN2 Exercise: Leaving Groups
SN2 Exercise: The Substrate
Solvents in SN1 and SN2 Reactions
Stereochemistry Exercise 1
Stereochemistry Exercise 2
Stereochemistry Exercise 3
Stereochemistry Exercise 4
Stereochemistry Exercise 5
Strong and Weak Acids
Substitution: What is Substitution?
The 4 Components of Every Acid Base Reaction
The E1 Reaction
The Golden Rule of Acid Base Reactions
The Single Swap Rule
The SN1 Mechanism
TheOrganic
SN2 Mechanism
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The SN2 Reaction Energy Diagram
Understanding R/S Relationships
Unequal Resonance Forms
Using Electronegativity to Find Reactive Sites on a Molecule
What Makes A Good Leaving Group?
What Makes A Good Nucleophile? (1)
What Makes A Good Nucleophile? (2)
What Makes A Good Nucleophile? (3)
What’s A Nucleophile?
Zaitsev’s Rule
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